Why do family businesses always end up as the punchline in Hollywood?

From “Billy Madison” to “Succession”, from “Tommy Boy” to “The Righteous Gemstones”, family businesses are entertainment gold because of their dysfunction. But behind all that chaos lies a blueprint for what NOT to do—and more importantly, what TO do instead.

Adam Hill breaks down the most iconic family business disasters in movies and TV, revealing the three critical elements that could have saved them all. Drawing from his experience leading a fourth-generation company and analyzing shows like “Arrested Development” and “Schitt's Creek”, he uncovers why 70% of family businesses fail and how to build a drama-free operation that won't end up as Hollywood's next comedy.

This episode is your guide to creating the kind of boring, successful family business that would never make it to the big screen—and why that's exactly what you want.

0:00 Intro

2:15 Why Family Businesses Are Hollywood's Favorite Punching Bag

8:45 Arrested Development: The Anatomy of Denial

12:30 Succession: When Power Trumps Purpose

15:20 Tommy Boy & Billy Madison: The Unpreparedness Problem

18:10 The Righteous Gemstones: Identity vs. Mission

21:45 The Three Elements That Could Save Every Hollywood Family Business

25:20 Building Accountability Through Structure, Not People

30:15 Communication: From Artificial Harmony to Healthy Conflict

35:40 Preparation: Teaching Value Creation Over Preservation

Resources Mentioned:

🌐 Patrick Lencioni's Conflict Continuum: https://www.tablegroup.com/conflict-continuum

🌐 Harvard's Strategic Insights in Three Circles: https://hbr.org/2007/11/strategic-insight-in-three-circles

🌐  EOS Accountability Chart: https://www.eosworldwide.com/accountability-chart-download

📧 Contact Adam to request a free 90-minute EOS workshop: [email protected]

Follow Adam:

IG: @theadamchill

YouTube: @adamchill

LinkedIn: https://www.linkedin.com/in/adamchill